Leesburg, FL Homes

/57
$349,900
- 3 Beds
- 2 Baths
- 1,999 Sq Ft
548 Grand Vista Trail, Leesburg, FL 34748

One of a Kind GOLF Frontage Home with WATER VIEWS PLUS a large 2 car garage with a BONUS Room in the desirable 55+ Pennbrooke Fairways! This 3 Bedroom 2 bath is 1999 square feet of Living space. The primary bedroom is 17 x 13 and features a large walk-in closet and an ensuite with a water closet, 2 separate vanities, dual sinks and a large walk-in shower. The 2 guest bedrooms are spacious in size

Regina Rodriguez

CENTURY 21 ALTON CLARK

(352) 517-5619

548 Grand Vista Trail, Leesburg, FL 34748
/21
$1,599 per month
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Property for Rent
165 Millwood Rd Unit 269, Leesburg, FL 34788

Welcome to Mid Florida Lakes a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a stunning 2023 3 bed, 2 bath home for sale or for rent featuring 1456.00 sq ft of beautifully designed living space. Located in/near Leesburg, this property offers the perfect blend of modern amenities and timeless charm. Step inside to find high ceilings,

Johanna Figueroa Mid Florida Lakes

165 Millwood Rd Unit 269, Leesburg, FL 34788
/19
$195,000 Sold Mar 12, 2025

1012 Crosby St, Leesburg, FL 34748
- 3 Beds
- 1 Bath
- 1,054 Sq Ft
- Built 1962
Last Sold Summary
- 18% Below List Price
- $185/SF
- 173 Days On Market
Current Estimated Value $184,666

Last Listing Agent Timothy Schmidt RIGHTHOUSE REALTY LLC

1012 Crosby St, Leesburg, FL 34748

/58
Est $574,751 Not Listed For Sale

6419 Glenn Meadow Ln, Leesburg, FL 34748
- 4 Beds
- 3 Baths
- 3,051 Sq Ft
- Built 2015
6419 Glenn Meadow Ln, Leesburg, FL 34748

Last Sold Summary
- 8% Below List Price
- $205/SF
- 105 Days On Market
Last Sold Price $624,900

Last Listing Agent Craig Yox ERA GRIZZARD REAL ESTATE

/52
$289,000 Pending
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
33012 Pennbrooke Pkwy, Leesburg, FL 34748

Under contract-accepting backup offers. Welcome to easy living in Pennbrooke Fairways, Central Florida’s premier 55+ gated golf community. This charming 3-bedroom, 2-bath, move-in-ready home has been lovingly maintained and is perfectly situated on the 1st green of the Sanctuary Golf Course. The roof was replaced in 2017, adding peace of mind for the next owner.Inside, enjoy a bright, open

Tom McKnight

KELLER WILLIAMS ELITE PARTNERS III REALTY

(352) 675-6074

33012 Pennbrooke Pkwy, Leesburg, FL 34748
/9
$1,195 per month
- 2 Beds
- 1 Bath
- 853 Sq Ft
- Condo for Rent
1015 Beecher St Unit 1, Leesburg, FL 34748

Currently Available!! One end unit for rent at the Beecher Street Triplexes. This charming unit features 2 bedrooms and 1 bath with both updated Kitchen and Bath with Tile Flooring all throughout. No Carpet Anywhere. You are right in the heart of Leesburg with easy access to schools, parks, recreation and more, please feel free to drive by and familiarize yourself with the area. There is also a

Ishaam Clayton SPECTRUM PROPERTY GROUP LLC

1015 Beecher St Unit 1, Leesburg, FL 34748
/2
$255,000 Sold Dec 09, 2025

22217 Caledonia Dr, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,607 Sq Ft
- Built 2002
Last Sold Summary
- 11% Below List Price
- $159/SF
- 171 Days On Market
Current Estimated Value $282,525

Last Listing Agent Celie White FLORIDA PLUS REALTY, LLC

22217 Caledonia Dr, Leesburg, FL 34748

/27
Not Listed For Sale

7700 Sloewood Dr, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,498 Sq Ft
- Built 2018
7700 Sloewood Dr, Leesburg, FL 34748

Last Sold Summary
- 1% Above List Price
- $200/SF
- 56 Days On Market
Last Sold Price $300,000

Last Listing Agent Ada Tirado EMPIRE NETWORK REALTY

/45
$242,900
- 3 Beds
- 2 Baths
- 1,720 Sq Ft
131 Willow Brook Dr, Leesburg, FL 34748

Welcome to Easy Living in Pennbrooke Fairways – Central Florida’s Premier 55+ Gated Golf Community! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and the sought-after Florida lifestyle. Move-in ready, this home has been lovingly maintained and thoughtfully updated over the years. Step inside to a bright, open living area highlighted by a tube light that

Tom McKnight

KELLER WILLIAMS ELITE PARTNERS III REALTY

(352) 758-9932

131 Willow Brook Dr, Leesburg, FL 34748
/16
$1,750 per month
- 2 Beds
- 2 Baths
- 1,467 Sq Ft
- House for Rent
4501 River Ridge Dr, Leesburg, FL 34748

Welcome to Your Ideal Leesburg Rental in the Plantation at Leesburg!Experience comfort and convenience in this beautifully maintained 2-bedroom, Den and 2-bath home located in the sought-after Plantation at Leesburg, a premier gated 55+ golf community. This home offers a bright and open floor plan with spacious living and dining areas, a well-appointed kitchen featuring ample cabinetry, and a

Dawn Brooks CENTURY 21 MYERS REALTY

4501 River Ridge Dr, Leesburg, FL 34748
/2
$225,000 Sold Aug 18, 2025

27048 Racquet Cir, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,388 Sq Ft
- Built 1996
Last Sold Summary
- 2% Below List Price
- $162/SF
- 2 Days On Market
Current Estimated Value $227,310

Last Listing Agent Sara Sutherland COLDWELL BANKER REALTY

27048 Racquet Cir, Leesburg, FL 34748

/2
Est $311,405 Not Listed For Sale

31502 Broadwater Ave, Leesburg, FL 34748
- 4 Beds
- 2 Baths
- 1,835 Sq Ft
- Built 2018
31502 Broadwater Ave, Leesburg, FL 34748

Last Sold Summary
- $169/SF
- 47 Days On Market
Last Sold Price $310,000

Last Listing Agent Jennifer Glidewell COLDWELL BANKER VANGUARD EDGE

/43
$329,247
- 3 Beds
- 2 Baths
- 2,111 Sq Ft
33409 Pennbrooke Pkwy, Leesburg, FL 34748

OFFERED FURNISHED!! PLUS - BRAND NEW STAINLEES STEEL KITCHEN APPLIANCES! EXPECTED THE UNEXPECTED! 3/2 HOME PLUS OVERSIZED BONUS ROOM...... NOT TO MENTION GOLF CART GARAGE AND STUNNING GOLF VIEWS!!! THIS IS A MUST SEE! THIS IS A HIDDEN GEM OF A COMMUNITY!!! Pennbrooke is located just 10 minutes south of The Villages and only 50 minutes from Orlando. The Pennbrooke Fairways golf course offers

Your 24/7 Team

MAXREV LLC

(352) 290-6286

33409 Pennbrooke Pkwy, Leesburg, FL 34748
/34
$1,900 per month
- 3 Beds
- 2 Baths
- 1,217 Sq Ft
- House for Rent
2763 Athens Dr, Leesburg, FL 34748

LAWN SERVICE INCLUDED! - Welcome to your new home in Leesburg, FL! This 3-bedroom, 2-bathroom house is move in ready. The home features a split bedroom floor plan, providing a sense of privacy and space. Each bedroom is carpeted and equipped with a ceiling fan for your comfort. The living areas are adorned with wood vinyl flooring, adding a touch of elegance and easy maintenance. The house also

Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

2763 Athens Dr, Leesburg, FL 34748
/2
$272,000 Sold Feb 03, 2026

27121 Greenfly Orchid Ln, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 1,478 Sq Ft
- Built 2006
Last Sold Summary
- 9% Below List Price
- $184/SF
- 287 Days On Market
Current Estimated Value $271,467

Last Listing Agent Mo McLay DOUBLE MM DEVELOPMENT, LLC

27121 Greenfly Orchid Ln, Leesburg, FL 34748

/3
Not Listed For Sale

0000 Jobbins Dr, Leesburg, FL 34748
0000 Jobbins Dr, Leesburg, FL 34748

Last Sold Summary
- 642 Days On Market
Last Sold Price $53,500

Last Listing Agent Robbie Shoemaker FLAMINGO REAL ESTATE & MNGMT

/37
$224,247
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
752 Old Oaks Ln, Leesburg, FL 34748

FRESHLY PAINTED 2 BEDROOM/2 BATH HOME WITH A 3RD ROOM FOR OFFICE OR DEN WITH NO CLOSET. This 2 car garage home has a new roof in 2019 and a new heat pump in 2024Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips!

Your 24/7 Team

MAXREV LLC

(352) 587-9995

752 Old Oaks Ln, Leesburg, FL 34748
/20
$1,695 per month
- 2 Beds
- 2 Baths
- 1,736 Sq Ft
- House for Rent
25704 Oak Aly, Leesburg, FL 34748

This Nice 2 Bedroom 2 Bath home on a golf course is located in The Plantation at Leesburg, a lively and welcoming 55+ gated community. With over 100 active clubs, two exceptional 18-hole golf courses (Cranes Roost and Otter Creek) featuring a full-service pro shop, restaurant, and bar, and three fully staffed activity centers, a swimming and fitness room, and sporting activities, there is always

Jeremy Gunn GUNN PROPERTY SERVICES, LLC

25704 Oak Aly, Leesburg, FL 34748
/2
$227,000 Sold Jun 20, 2025

908 Perkins St, Leesburg, FL 34748
- 3 Beds
- 1.5 Baths
- 1,466 Sq Ft
- Built 1960
Last Sold Summary
- 11% Below List Price
- $155/SF
- 162 Days On Market
Current Estimated Value $223,361

Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

908 Perkins St, Leesburg, FL 34748

/43
Est $539,323 Not Listed For Sale

34957 Golden Tree Dr, Leesburg, FL 34788
- 4 Beds
- 3 Baths
- 2,478 Sq Ft
- Built 2023
34957 Golden Tree Dr, Leesburg, FL 34788

Last Sold Summary
- 17% Above List Price
- $185/SF
- 56 Days On Market
Last Sold Price $459,000

Last Listing Agent Raul Veitia BELMONT REALTY

/18
$185,000
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
1129 Apple Terrace, Leesburg, FL 34748

One or more photo(s) has been virtually staged. Quiet peaceful gated community in west Leesburg with easy access to I-75, Florida Turnpike and locally to The Villages, Clermont, Eustis, Groveland, Fruitland Park, Lady Lake, Mascotte, Mount Dora, Tavares and Wildwood. This neighborhood with its man-made lakes, creates a serene backdrop for both two story townhouses and one story villas that share

Deborah Elliott

CHARLES RUTENBERG REALTY ORLANDO

(352) 292-0539

1129 Apple Terrace, Leesburg, FL 34748
/25
$3,100 per month
- 3 Beds
- 2 Baths
- 1,451 Sq Ft
- House for Rent
928 Veronica Ct, The Villages, FL 34762

RENT BEFORE YOU BUY!!! This 3-bedroom, 2-bathroom home has an open floor plan. The living room includes leather couches and a Smart TV. The kitchen has bar seating for four, a gas stove, and necessary cookware. The dining room seats six. The master bedroom includes a king-size bed, Smart TV, and an ensuite with double sinks and a walk-in shower. The front guest bedroom has a queen-size bed. The

Joseph Richard RE/MAX PREMIER REALTY LADY LK

928 Veronica Ct, The Villages, FL 34762
/15
$10,000 Sold Apr 07, 2025

28229 County Road 33 Unit C202, Leesburg, FL 34748
- 1 Bed
- 1 Bath
- 420 Sq Ft
- Built 1984
Last Sold Summary
- 50% Below List Price
- $24/SF
- 193 Days On Market
Last Listing Agent Lisa Skutt Down Home Realty

28229 County Road 33 Unit C202, Leesburg, FL 34748

/59
Est $193,036 Not Listed For Sale

105 Orchid Way, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1976
105 Orchid Way, Leesburg, FL 34748

Last Sold Summary
- 10% Below List Price
- $146/SF
Last Sold Price $175,000

Last Listing Agent Jean Martin EXIT REALTY TRI-COUNTY

/26
$80,000 Open House 3/28
- 2 Beds
- 2 Baths
4616 Skyline Dr, Leesburg, FL 34748

COMMUNITY: Sought after community which sits on the Harris Chain of Lakes with private boat ramp. Conveniently located to shopping, dining and to the up and coming down town Leesburg. Also within an hours drive to Disney and a couple hour drive to several beaches and fresh water springs. The community has a pool, clubhouse and walking path to the water. Lifestyle Fee is $391 per month. Must pass

Lisa Skutt

Down Home Realty

(352) 703-5139

4616 Skyline Dr, Leesburg, FL 34748
/19
$1,350 per month
- 3 Beds
- 2 Baths
- 1,267 Sq Ft
- Property for Rent
185 Millwood Rd Unit 286, Leesburg, FL 34788

Welcome to Mid Florida Lakes, a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. Located in Leesburg, this property offers the perfect blend of modern amenities and timeless charm. You will fall in love with the features this moderately priced home has to offer. Just look at the enormous size of the eat in kitchen with it's walk in pantry and double

Johanna Figueroa Mid Florida Lakes

185 Millwood Rd Unit 286, Leesburg, FL 34788
/2
$319,000 Sold Jul 24, 2025

27000 Nature View St, Leesburg, FL 34748
- 3 Beds
- 2 Baths
- 2,035 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $157/SF
- 212 Days On Market
Current Estimated Value $322,532

Last Listing Agent Todd Schroth EXP REALTY LLC

27000 Nature View St, Leesburg, FL 34748

/29
Est $467,729 Not Listed For Sale

34953 Golden Tree Dr, Leesburg, FL 34788
- 4 Beds
- 3 Baths
- 2,092 Sq Ft
- Built 2022
34953 Golden Tree Dr, Leesburg, FL 34788

Last Sold Summary
- 19% Above List Price
- $188/SF
- 151 Days On Market
Last Sold Price $393,000

Last Listing Agent Raul Veitia BELMONT REALTY

/61
$1,695,000
- 4 Beds
- 3.5 Baths
- 3,745 Sq Ft
424 Bedminster Way, The Villages, FL 34762

Discover your dream pool home in the Enclave Village of Dabney, featuring a stunning 4-bedroom plus a den, 3.5-bath Kings Bay Premier home. Designed for both elegant entertaining and everyday comfort, this residence showcases refined finishes, thoughtful upgrades, and a highly functional layout. Enjoy easy golf cart access to both Sawgrass and Brownwood from this ideally located home.This

Karen Kamperman

KELLER WILLIAMS CORNERSTONE RE

(352) 722-2316

424 Bedminster Way, The Villages, FL 34762
/25
$2,100 per month
- 2 Beds
- 2 Baths
- 1,198 Sq Ft
- House for Rent
1642 Echols Ct, The Villages, FL 34762

RENT BEFORE YOU BUY!!! This furnished 2-bedroom, 2-bathroom Patio Villa is in the Village of Lake Denham, just south of 44. The living room includes a couch and Smart TV. The kitchen has essential cookware and bar seating for three. Laundry is located off the kitchen.The master bedroom has a queen bed, Smart TV, and ensuite bathroom with double sinks and a glass walk-in shower. The guest

Joseph Richard RE/MAX PREMIER REALTY LADY LK

1642 Echols Ct, The Villages, FL 34762
/2
$339,000 Sold Apr 30, 2025

11507 Lake Dr, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 2,502 Sq Ft
- Built 1997
Last Sold Summary
- $135/SF
- 21 Days On Market
Current Estimated Value $358,979

Last Listing Agent Chandler Williams EXIT REALTY PREMIER LEGACY

11507 Lake Dr, Leesburg, FL 34788

/45
Not Listed For Sale

716 Surrey Place, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
- Built 1986
716 Surrey Place, Leesburg, FL 34748

Last Sold Summary
- $160/SF
- 2 Days On Market
Last Sold Price $175,000

Last Listing Agent Joan Defoe MORRIS REALTY AND INVESTMENTS

/35
$349,997
- 3 Beds
- 2 Baths
- 1,694 Sq Ft
21821 King John St, Leesburg, FL 34748

Better than new! This meticulously renovated 3BR/2BA home offers modern elegance in an exclusive 24/7 guard-gated enclave. Situated on a spacious corner lot, this property boasts a total transformation: Freshly Painted–Crisp new palette inside and out. Gourmet Kitchen–New cabinets, quartz countertops, and sleek new appliances. Modern Flooring–Durable and stylish new floors throughout. Open

Kristi Matthew

CENTURY 21 CARIOTI

(352) 744-8212

21821 King John St, Leesburg, FL 34748
/15
$1,199 per month
- 2 Beds
- 1 Bath
- 864 Sq Ft
- Apartment for Rent
420 Mills St Unit 17, Leesburg, FL 34748

Income requirement is 2.5 times the rent. No evictions within the last 5 years. Credit and Background check will be performed on all applicants. $12 for trash added to monthly invoice. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet. Re-occurring pet fee $25 per month per pet. Pet fees are if

Elizabeth Defalco EXP REALTY LLC

420 Mills St Unit 17, Leesburg, FL 34748
/2
$395,000 Sold Apr 18, 2025

8084 Cherrystone St, Leesburg, FL 34748
- 4 Beds
- 3 Baths
- 2,626 Sq Ft
- Built 2022
Last Sold Summary
- 13% Below List Price
- $150/SF
- 258 Days On Market
Current Estimated Value $402,030

Last Listing Agent Jim Wright WATSON REALTY CORP

8084 Cherrystone St, Leesburg, FL 34748

/29
Est $603,510 Not Listed For Sale

12044 Eagle Point Ct, Leesburg, FL 34788
- 3 Beds
- 2 Baths
- 1,762 Sq Ft
- Built 2019
12044 Eagle Point Ct, Leesburg, FL 34788

Last Sold Summary
- 1% Below List Price
- $347/SF
- 24 Days On Market
Last Sold Price $612,000

Last Listing Agent June Howells PREMIER SOTHEBY'S INTL. REALTY

/25
$34,900
- 2 Beds
- 1.5 Baths
- 816 Sq Ft
1208 Lee St Unit 133, Leesburg, FL 34748

Bring your fishing pole and boat to your new home with the Harris Chain of Lakes just steps away! This community, Lakeshore Cobblestone, offers you an unmatched lakefront park, fishing pier, and marina with a partial lake view from your Florida Room! One step inside, and you will immediately appreciate the stylish updates and features of this home. The front 10 x 24 Florida room adds square

John Stiller

Right Realty Connection INC

(352) 722-5870

1208 Lee St Unit 133, Leesburg, FL 34748
/10
$1,189 per month
- 1 Bed
- 1 Bath
- 629 Sq Ft
- Apartment for Rent
1179 Bentley Rd Unit 4, Leesburg, FL 34748

Free application Income requirement is 2.5 times the rent. No evictions within the last 5 years. Credit and Background check will be performed on all applicants. $15 for trash added to monthly invoice. Renters liability insurance required, or can be obtained through landlord at $13.50 per month. If there are pets: Non refundable pet deposit $300 per pet. Re-occurring pet fee $25 per month per

Elizabeth Defalco EXP REALTY LLC

1179 Bentley Rd Unit 4, Leesburg, FL 34748
/2
$90,000 Sold Mar 12, 2025

164 Jacaranda Dr, Leesburg, FL 34748
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
- Built 1974
Last Sold Summary
- 5% Below List Price
- $88/SF
- 29 Days On Market
Current Estimated Value $87,498

Last Listing Agent Greg Sizer RIGHT REALTY CONNECTION, INC.

164 Jacaranda Dr, Leesburg, FL 34748

/17
Not Listed For Sale

33507 Ike Ave, Leesburg, FL 34788
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1984
33507 Ike Ave, Leesburg, FL 34788

Last Sold Summary
- $121/SF
- 27 Days On Market
Last Sold Price $145,000

Last Listing Agent Tracy Foreman SUNBELT HOME REALTY, INC.

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